Stereoselective synthesis of racemic α-amino-acid derivatives with a β-lactam skeleton: Application of the Staudinger reaction to chiral imines of methyl glyoxylate

…, A Commerçon, S Mignani, D Mouysset, P Perfetti…

Index: Barreau, Michel; Commercon, Alain; Mignani, Serge; Mouysset, Dominique; Perfetti, Patricia; Stella, Lucien Tetrahedron, 1998 , vol. 54, # 38 p. 11501 - 11516

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Citation Number: 10

Abstract

Selected imines of methyl glyoxylate act as good partners in the Staudinger cycloaddition reaction with a series of substituted ketenes. The cis stereoselectivity is almost complete with electron-donor substituted ketenes, but the asymmetric induction is low when imines derived from chiral 1-aryl-ethylamines are used.